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Volumn 128, Issue 24, 2006, Pages 7738-7739

The catalytic enantioselective, protecting group-free total synthesis of (+)-dichroanone

Author keywords

[No Author keywords available]

Indexed keywords

DICHROANONE; DITERPENOID; UNCLASSIFIED DRUG;

EID: 33745417849     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja061853f     Document Type: Article
Times cited : (151)

References (25)
  • 15
    • 14844303302 scopus 로고    scopus 로고
    • Recently Trost has reported a related study, see; (a) Trost, B. M.; Xu, J. J. Am. Chem. Soc. 2005, 127, 2846-2847.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 2846-2847
    • Trost, B.M.1    Xu, J.2
  • 17
    • 33745338631 scopus 로고    scopus 로고
    • note
    • 10b
  • 19
    • 33745428171 scopus 로고    scopus 로고
    • note
    • We arbitrarily chose to pursue the (S)-enantiomer of 7 by using (S)-t-Bu PHOX as the ligand. In practice (R)-t-Bu PHOX is reasonably expensive.
  • 21
    • 33745410280 scopus 로고    scopus 로고
    • note
    • Without the use of a Parr apparatus, little or no oxidation was observed, presumably due to problems with molecular oxygen uptake by the solvent.
  • 23
    • 33745388265 scopus 로고    scopus 로고
    • note
    • The ee of enone 6 could be upgraded to 97% ee by preparation, recrystallization, and hydrolysis of its semicarbazone derivative i. For the experiment shown, a collection of multiple batches of 6 was used that had a composite ee of 83%. See Supporting Information for further details. (Diaghram Presented)
  • 24
    • 33745404745 scopus 로고    scopus 로고
    • note
    • The relative stereochemistry was confirmed by X-ray crystallography. See Supporting Information for details.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.